Book Exclusive Oakland Vacation Packages

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Oakland flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Bluebird Ocean Point Inn

Bluebird Ocean Point Inn

3 out of 5
Ocean Point
Price was CA $992, price is now CA $861 per person
CA $861
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
Book a stay at this beach hotel in East Boothbay. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Coastal Maine Botanical Gardens and Grimes Cove Beach are located nearby.
Grand Summit Hotel

Grand Summit Hotel

3 out of 5
Price was CA $1,320, price is now CA $1,080 per person
CA $1,080
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Augusta (AUG)
Book a stay at this ski hotel in Newry. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Sunday River and Little White Cap Ski Lift are located nearby.
Jordan Hotel

Jordan Hotel

3 out of 5
Price was CA $1,356, price is now CA $1,111 per person
CA $1,111
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Augusta (AUG)
Book a stay at this spa hotel in Newry. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Sunday River and Jordan Bowl Express Ski Lift are located nearby.
Topside Inn

Topside Inn

3 out of 5
Price was CA $1,962, price is now CA $1,656 per person
CA $1,656
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Detroit (DTT) to Augusta (AUG)
Stay at this hotel in Boothbay Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Coastal Maine Botanical Gardens and Burnt Island Living Lighthouse are located nearby.
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
Price was CA $1,020, price is now CA $914 per person
CA $914
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Detroit (DTT) to Augusta (AUG)
Stay at this hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. Popular attractions Coastal Maine Botanical Gardens and Carousel Music Theater are located nearby.

Top Oakland hotels deals

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Oakland ME
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Stay at this cottage in Oakland. Enjoy free WiFi, laundry facilities, and patios. Popular attractions East Pond and North Pond are located nearby.
Kitchen
Dryer
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access

Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access

Oakland ME
Get rates
Stay at this cabin in Oakland. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Tree Spirits and Gordon Center For Creative & Performing Arts are located nearby.
Pet-friendly
Free WiFi
Cozy Long Pond Cottage: community access, private mooring & shared dock.

Cozy Long Pond Cottage: community access, private mooring & shared dock.

Rome ME
Get rates
Stay at this vacation home in Oakland. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Long Pond and Belgrade Lakes Golf are located nearby.
Kitchen
Washer
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

Rome ME
Get rates
Stay at this cottage in Oakland. Enjoy a garden, laundry facilities, and patios. Popular attractions Long Pond and Belgrade Lakes Golf are located nearby.
Kitchen
Washer
Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

Oakland ME
The price is CA $803 per night
CA $803
CA $1,141 total
Aug 28 - Aug 29
includes taxes & fees
Book a stay at this golf guesthouse in Oakland. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Messalonskee Lake and Tree Spirits are located nearby.
Pet-friendly
Free WiFi
Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

2.5 out of 5
65 Whitten Rd Augusta ME
Free cancellation
The price is CA $212 per night
CA $212
CA $231 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this family-friendly hotel in Augusta. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Turnpike Mall and Kennebec Ice Arena are located nearby.
Pool
Breakfast included
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Oakland attractions

Tree Spirits

You can enjoy a tasting or tour at Tree Spirits during your travels to Oakland. Make time to visit the shops and monuments while you're in the area.
See properties

Oakland Vacations

Ready for your next memorable adventure? Make sure you don't miss out on any excitement in Oakland by learning a few basics about it before you dash off.

Oakland is a neighborhood in Augusta, the state capital of Maine. It's about 17 miles (27 kilometers) to the north of the middle of town.

Ready to meet some of the locals? 19,000 people call Augusta home.

Places to visit in Oakland

Skiing is one of the most popular activities in Augusta and a superb excuse to get out and discover more of this exciting region. Cross-country skiing is a second activity to add to your must-do list.

Where do you fly into for Oakland?

Are you ready to kick-start your next fantastic vacation? Well, Oakland is approximately 50 miles (80 kilometers) from Bangor International Airport (BGR).

Frequently asked questions

How much are vacation packages to Oakland?
You might be pleasantly surprised — you could find yourself in Oakland for as little as CA $861. Let Travelocity save you time and money with our amazing vacation packages. With hotels, flights and experiences all ready to be snapped up, why put it off?
How long should my Oakland vacation be?
Many travelers choose to stay around 8 nights in Oakland. But what's right for them mightn't be right for you. Whether you opt to stay for a couple of days or a couple of weeks, you'll love discovering all the wonderful things that this place has to offer.
Where can I get the best vacation package deals for Oakland?
You'll come across a terrific range of Oakland package deals on Travelocity. With as many as 400 partner airlines and 1,000,000 properties worldwide, arranging the ultimate escape will be easy.
Why should I purchase my Oakland vacation package with Travelocity?
Whether you're planning a weeks-long vacation or a last-minute escape, we have plenty of alluring destinations to choose from at a good price. In addition, we provide 24/7 assistance, top-notch service and a Price Match Guarantee. Save yourself time and money and reserve your dream vacation today.
Can I save money on my Oakland car rental if I combine it with my hotel or flight?
You most certainly can — bundle your hotel, flight and car into an Oakland vacation package and you'll save a ton. With so many places to explore in and around Oakland, that set of wheels will make exploring easy. Once you've slid into the driver's seat, put the stereo on and make your way to Franconia Notch State Park, a renowned attraction roughly 161 kilometers from Oakland.
Which airport is best for Oakland?
Bangor Intl. Airport (BGR), 80 kilometers northeast of downtown Oakland, is most likely where you'll arrive. Your other choices are Augusta State Airport (AUG) (26 kilometers away from central Oakland) and Knox County Regional Airport (RKD) (72 kilometers away from central Oakland).
Where should I stay when visiting Oakland?
If you're after somewhere to base yourself, take a look at the Cozy Long Pond cottage, private mooring and community beach. Bring your boat!. It's the top choice for many visitors.

Photos of local treasures

Browse Oakland vacation photos for more inspiration

A lake surrounded by trees with autumn leaves.
A lake surrounded by dense forest and a rocky outcrop in the foreground.
A sunset over a calm lake with trees and a grassy foreground.

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